Villa vacation rentals in Siena
Find and book unique villas on Airbnb
Top-rated villa rentals in Siena
Guests agree: these villas are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Siena villa rentals
Private villa rentals
Villa in Capannori
4.91 out of 5 average rating, 174 reviewsLa Dimora Dei Conti: Indulge in a Country Farmhous
Villa in Monteroni D'arbia
4.97 out of 5 average rating, 95 reviews"Villa Daisy" con vista su Siena
Villa in Monteroni D'arbia
4.97 out of 5 average rating, 75 reviewsSan Giovanni in Poggio, villa Meriggio 95mq
Villa in Sovicille
4.97 out of 5 average rating, 31 reviewsI Susini
Villa in Asciano
4.97 out of 5 average rating, 60 reviewsCasa Bianca gorgeous Tuscan home, Crete Senesi
Villa in Lucca
5.0 out of 5 average rating, 16 reviewsVILLA GIOMA - Rustico completamente ristrutturato
Villa in Siena
4.95 out of 5 average rating, 63 reviewsVilla il Borghetto_la DEPANDANCE
Villa in Poggibonsi
4.89 out of 5 average rating, 28 reviewsVilla with pool in Chianti Area
Luxury villa rentals
Villa in San Ginese di Compito
4.99 out of 5 average rating, 114 reviewsFarmhouse , pool, 13 px. Lucca 10km
Villa in Asciano
4.97 out of 5 average rating, 62 reviewsPodere on the Crete Senesi
Villa in Siena
4.89 out of 5 average rating, 18 reviewsVilla Le Tortore privata lusso piscina relax Siena
Villa in Montepulciano
5.0 out of 5 average rating, 13 reviewsVilla Nobile - Private Jacuzzi
Villa in Monticchiello
4.96 out of 5 average rating, 47 reviewsVilla con giardino. Il Giardino del Cardinale.
Villa in Siena
5.0 out of 5 average rating, 18 reviewsIl Fienile Di Montesoli
Villa in Gaiole In Chianti
5.0 out of 5 average rating, 35 reviewsSestuccia
Villa in Montalcino
5.0 out of 5 average rating, 45 reviewsBreathtaking Views from a Tuscan Villa
Villa rentals with a pool
Villa in San Leolino
5.0 out of 5 average rating, 93 reviewsPoggio del Fattore-Villa with pool,hilltop,Chianti
Villa in Siena
4.93 out of 5 average rating, 54 reviewsIl Boschetto un'oasi di pace e natura a Siena
Villa in San Gimignano
4.88 out of 5 average rating, 59 reviewsSAN GIMIGNANO ★★★★★ LUSSUOSO CASOLARE DI DESIGN
Villa in Panzano In Chianti
4.92 out of 5 average rating, 65 reviewsLuxury Villa on Chianti Wine Estate
Villa in Barberino Tavarnelle
5.0 out of 5 average rating, 21 reviewsValluccia 51
Villa in San Casciano In Val di Pesa
4.93 out of 5 average rating, 90 reviewsVillaCortevecchia PrivatePoolVineyard 15minFlorenc
Villa in Capannori
4.92 out of 5 average rating, 12 reviewsLuxury Tuscany Villa on the hill with private pool
Villa in Cortona
4.93 out of 5 average rating, 41 reviewsVilla Le Vigne, 10 pax, private pool, Top Comfort
Quick stats about villa rentals in Siena
Total rentals
30 properties
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
1K reviews
Nightly prices starting at
$68 CAD before taxes and fees
Destinations to explore
- Villa rentals Italy
- Villa rentals Florence
- Villa rentals Tuscany
- Villa rentals Tuscany
- Villa rentals Bologna
- Family-friendly rentals Siena
- Serviced apartment rentals Siena
- Rentals with an EV charger Siena
- Rentals with breakfast Siena
- Vacation home rentals Siena
- House rentals Siena
- Fitness-friendly rentals Siena
- Condo rentals Siena
- Boutique hotel rentals Siena
- Rentals with a firepit Siena
- Kid-friendly rentals Siena
- Rentals with pools Siena
- Rentals with a patio Siena
- Monthly Rentals Siena
- Bed and breakfasts Siena
- Rentals with a fireplace Siena
- Rentals with outdoor seating Siena
- Apartment rentals Siena
- Rentals with a hot tub Siena
- Rentals with a washer and dryer Siena
- Pet-friendly rentals Siena
- Smoking-friendly rentals Siena
- Villa rentals Province of Siena
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom